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Electrochemical synthesis of phenylselenobenzonitriles and phenyltellurobenzonitriles by the SRN1 mechanism using a redox catalyst

Authors
Journal
Journal of Electroanalytical Chemistry
0022-0728
Publisher
Elsevier
Publication Date
Volume
238
Identifiers
DOI: 10.1016/0022-0728(87)85177-x
Disciplines
  • Chemistry

Abstract

Abstract The mediated reduction in acetonitrile of o- and m-chlorobenzonitrile in the presence of an equivalent amount of PhE − prepared initially by electrochemical reduction of PhEEPh (E = Se or Te), gives high theoretical yields of substitution products (87.5–95%). The catalyst is 1,2-di(4-pyridyl)ethylene (0.1 equivalent). In the case of p-chlorobenzonitrile, similar yields are obtained in the absence of mediator. Phenylchalcogenobenzonitriles are isolated as major compounds, in 39–70% yields.

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